feat: docs for PRs #1663/#1664 + automated schema sync pipeline

[Copilot]

Description

Closes the three post-merge gaps from PRs #1663 (Sentry DO/Workflow instrumentation) and #1664 (extensible EmailService): missing /docs coverage, missing security section for web-asset sync, and the absence of an end-to-end generate → validate → upload automation task.

Changes

Documentation — PR #1663 (Sentry Durable Objects & Workflows)

• docs/observability/SENTRY_DURABLE_OBJECTS.md — why DO/Workflow isolates need their own Sentry client (not shared with withSentryWorker), sequenceDiagram of main Worker vs DO vs Workflow Sentry flows, captureExceptionInIsolate step-by-step internals, call-site table, state.waitUntil rationale, config steps, retry-on-import-failure behaviour, ZTA notes; corrected withSentryWorker description to accurately describe Sentry.withSentry(() => config, handler) wrapper pattern (not a direct Sentry.init() call)

Documentation — PR #1664 (EmailService)

• docs/cloudflare/EMAIL_SERVICE.md — flowchart TD of provider selection (Queue → CF Email Worker → MailChannels → Null) and the queue → Workflow → D1/KV path, provider priority table, full config steps (bindings, secrets, vars, D1 migrations), fire-and-forget ctx.waitUntil usage pattern, admin API reference, idempotency via requestId option (key derived internally as email-${requestId ?? uuid}), ZTA notes, troubleshooting table; corrected wrangler.toml snippet to match actual config (max_batch_size=5, max_retries=3, dead_letter_queue, no EMAIL_DLQ producer, no script_name; destination_address noted as optional); fixed renderCompilationComplete example to match actual { configName, ruleCount, durationMs, requestId } signature; flowchart updated to use createEmailService(env, { useQueue: false }) and corrected receipt nodes (KV METRICS + D1, not Neon)
• docs/cloudflare/EMAIL_DELIVERY_WORKFLOW.md — why a Workflow over a plain queue consumer (step checkpointing = no duplicate sends on restart), stateDiagram-v2 of the validate → deliver → receipt flow with retry/DLQ paths, corrected retry config defaults (delay: '10 seconds', exponential backoff matching EmailDeliveryWorkflow.ts), corrected Step 3 (writes to D1 email_log_edge + email_idempotency_keys + KV METRICS, not Neon), and why createEmailService(env, { useQueue: false }) is used instead of createEmailService(env) (prevents queue→workflow→queue recursion)

Automated schema/web-asset sync

• scripts/sync-api-assets.ts — new Deno script that runs the full pipeline in one command:

  1. Regenerate cloudflare-schema.yaml from openapi.yaml (filter localhost servers + x-* extensions, validate $refs)
  2. Validate openapi.yaml by delegating to scripts/validate-openapi.ts as a subprocess (avoids validation drift — runs the full canonical validator including operationId checks and best-practice warnings)
  3. Upload to Cloudflare API Shield via CloudflareApiService — zero-downtime upsert (upload → enable validation → delete old schema); --skip-if-unchanged skips no-op uploads by hash comparison; when hash matches but validation is disabled, enables validation and deletes any other previously-active schema (mirrors upload-cloudflare-schema.ts)
  4. Regenerate Postman collection + environment — includes Response is SSE stream assertion for text/event-stream responses, matching the canonical generate-postman-collection.ts output

  Flags: --dry-run (simulate all steps, no writes/API calls), --skip-upload (generate + validate only), --skip-if-unchanged (default true). Env vars (CLOUDFLARE_ZONE_ID, CLOUDFLARE_API_SHIELD_TOKEN) Zod-validated before any API call.

• deno.json — three new tasks:

  schema:sync        # full pipeline
  schema:sync:dry    # dry-run (CI-safe preview)
  schema:sync:local  # generate + validate + Postman, no upload
  

• docs/security/API_SHIELD_WEB_ASSETS.md — flowchart LR of the sync pipeline, task reference table with when-to-run guidance, env var requirements, --skip-if-unchanged semantics, zero-downtime upsert explanation

docs/SUMMARY.md

• Added [Sentry Durable Objects & Workflows] under Observability
• Added [Email Service] and [Email Delivery Workflow] under Cloudflare Integration
• Added [Automated Web Asset Sync] under Security

CI drift fix

• Fixed sync-api-assets.ts string literals to exactly match the canonical generate-cloudflare-schema.ts and generate-postman-collection.ts scripts (header regeneration hint, Postman variable descriptions, _postman_exported_using field)
• Restored docs/postman/postman-collection.json to its canonical pre-PR state — a locally installed Deno version produced output missing the Response is SSE stream test assertion that CI's Deno generates; restoring from git ensures byte-for-byte agreement with what deno task schema:generate produces in CI
• docs/api/cloudflare-schema.yaml and docs/postman/postman-environment.json confirmed at canonical state

Testing

• Unit tests added/updated
• Manual testing performed — schema:sync --dry-run and schema:sync --skip-upload both exit 0 with correct output; deno fmt, deno lint, deno check all pass on new script
• CI passes

Zero Trust Architecture Checklist

Worker / Backend

• Every handler verifies auth before executing business logic — N/A (no new handlers)
• CORS origin allowlist enforced (not *) on write/authenticated endpoints — N/A
• All secrets accessed via Worker Secret bindings (not [vars]) — documented: SENTRY_DSN, DKIM_PRIVATE_KEY are Worker Secrets
• All external inputs Zod-validated before use — sync-api-assets.ts Zod-validates env vars before upload step
• All D1 queries use parameterized .prepare().bind() (no string interpolation) — N/A (no new queries)
• Security events emitted to Analytics Engine on auth failures — N/A

Frontend / Angular

• Protected routes have functional CanActivateFn auth guards — N/A
• Auth tokens managed via Clerk SDK (not localStorage) — N/A
• HTTP interceptor attaches ****** (no manual token passing) — N/A
• API responses validated with Zod schemas before consumption — N/A

API Shield / Vulnerability Scanner

• New/changed endpoints have a unique operationId in openapi.yaml — N/A (no new endpoints)
• Resource endpoints (those with /{id} path parameters) include a security: annotation — N/A
• Resource queries are scoped to the authenticated user (WHERE user_id = ?) — N/A (no new queries)
• Missing/unauthorized resources return 404 (not 403) — N/A
• cloudflare-schema.yaml regenerated if openapi.yaml changed — restored to canonical pre-PR state; confirmed clean against deno task schema:generate

Original prompt

Overview

Three separate gaps need to be closed following the merge of PRs #1663 and #1664:

1. Missing /docs documentation — both PRs were merged without thorough documentation (architecture diagrams, configuration steps, usage guides).
2. Missing security section updates — docs/security/ has no coverage of the Cloudflare web-asset surface (API Shield schema, OpenAPI) or how those assets stay in sync.
3. Schema/web-asset sync is manual — cloudflare-schema.yaml and openapi.yaml must be regenerated and uploaded to Cloudflare API Shield automatically whenever API endpoints change. The upload currently requires a manual deno task schema:upload. There is no script that orchestrates the full generate → validate → upload pipeline, and there is no deno task wired to run it end-to-end.

---

PR #1663 — Sentry Durable Object & Workflow Instrumentation

What was shipped:

• New worker/services/sentry-isolate-init.ts — shared captureExceptionInIsolate(env, error) helper that lazy-loads @sentry/cloudflare only when SENTRY_DSN is present, initialises a CloudflareClient once per isolate, and calls captureException.
• captureExceptionInIsolate wired into every Durable Object (RateLimiterDO, CompilationCoordinator, WsHibernationDO) and every Workflow (CompilationWorkflow, BatchCompilationWorkflow, CacheWarmingWorkflow, HealthMonitoringWorkflow).

Required documentation — create docs/observability/SENTRY_DURABLE_OBJECTS.md:

• Why isolate-local init? Explain that Durable Objects and Workflows each run in their own V8 isolate, separate from the main Worker isolate. The main Worker's Sentry context (initialised by withSentryWorker) is not shared with DO/Workflow isolates. Any unhandled exception thrown inside a DO or Workflow is silently dropped by the Sentry SDK unless the DO/Workflow explicitly initialises its own client.
• Architecture diagram using a Mermaid sequenceDiagram showing:
  • Main Worker fetch → withSentryWorker (main isolate) → Sentry DSN
  • DO alarm() catch → captureExceptionInIsolate → lazy import → CloudflareClient init → Sentry DSN
  • Workflow run() catch → captureExceptionInIsolate → lazy import → CloudflareClient init → Sentry DSN
• Configuration steps:
  1. SENTRY_DSN must be set as a Worker Secret (wrangler secret put SENTRY_DSN). The helper is a no-op when the binding is absent.
  2. Optional: SENTRY_RELEASE (version tag) and ENVIRONMENT (e.g., production) — both fall back gracefully.
  3. No extra wrangler.toml changes required; existing bindings are reused.
• How to use — show the exact call signature and show where it is called in each file. Explain why state.waitUntil is used in WsHibernationDO.webSocketError() to avoid blocking WebSocket teardown.
• Retry behaviour — explain that on import failure the promise cache is reset so the next invocation can retry, rather than permanently silencing Sentry.
• Zero Trust notes — SENTRY_DSN is a Worker Secret only; no data is leaked via Sentry because the helper only forwards Error objects.
• Also update docs/SUMMARY.md to add [Sentry Durable Objects & Workflows](observability/SENTRY_DURABLE_OBJECTS.md) under the Observability section.

---

PR #1664 — Extensible EmailService

What was shipped:

• worker/services/email-service.ts — provider-agnostic IEmailService with four implementations:
  • QueuedEmailService — highest priority; enqueues to EMAIL_QUEUE → EmailDeliveryWorkflow (durable, retryable).
  • CfEmailWorkerService — routes through the adblock-email CF Email Workers binding (SEND_EMAIL); builds RFC 5322 MIME messages.
  • MailChannelsEmailService — MailChannels HTTP API fallback when FROM_EMAIL is set.
  • NullEmailService — graceful no-op.
• createEmailService(env) / createDirectEmailService(env) factories.
• worker/workflows/EmailDeliveryWorkflow.ts — step-checkpointed Cloudflare Workflow with D1 + Neon delivery receipts.
• worker/handlers/email-queue.ts — EMAIL_QUEUE consumer.
• worker/handlers/admin-email.ts — GET /admin/email/config and POST /admin/email/test.
• DB models: EmailTemplate, EmailLog, EmailNotificationPreference (Neon) and EmailLogEdge, EmailIdempotencyKey (D1).
• wrangler.toml additions: [[send_email]], [[queues.producers/consumers]], [[workflows]].

Required documentation — create the following files:

docs/cloudflare/EMAIL_SERVICE.md

• System overview — one-paragraph description. Use Bloqr voice (short, declarative, "you"-focused).
• Architecture diagram using a Mermaid flowchart TD:
  • createEmailService(env) → priority selection → QueuedEmailService / CfEmailWorkerService / MailChannelsEmailService / NullEmailService
  • QueuedEmailService → EMAIL_QUEUE → email-queue.ts handler → EmailDeliveryWorkflow → delivery receipt → D1 + Neon
  • EmailDeliveryWorkflow → `createDirectEmailSer...

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[Copilot]

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[jaypatrick]

@copilot Fix ci

[Copilot]

@copilot Fix ci

Fixed in 9ed1d9c. The CI failures (validate-artifacts and API Shield Readiness) were both caused by the same root issue: when scripts/sync-api-assets.ts --skip-upload ran during the previous session, it wrote the generated files using slightly different string literals (schema:sync:local instead of schema:cloudflare, and shorter Postman variable descriptions) compared to the canonical generate-cloudflare-schema.ts and generate-postman-collection.ts scripts. The CI drift check runs deno task schema:generate and then asserts git diff --quiet on those files — which failed.

The fix:

1. Updated sync-api-assets.ts to use the exact same strings as the original scripts (# Run 'deno task schema:cloudflare' to regenerate, Run 'deno task postman:collection' to regenerate, full variable descriptions).
2. Regenerated docs/api/cloudflare-schema.yaml, docs/postman/postman-collection.json, and docs/postman/postman-environment.json using deno task schema:generate (canonical output).

git diff --quiet on all three artifacts is now clean.

[jaypatrick]

@copilot Fix CI

[Copilot]

@copilot Fix CI

Fixed in 5ed85a5. The validate-artifacts job was still failing because my sandbox Deno (v2.7.13, freshly installed) generated a postman-collection.json that was missing the Response is SSE stream test assertion compared to what the CI Deno produces. The fix was to restore docs/postman/postman-collection.json directly from git checkout b7e49a1~1 (the canonical pre-PR state, blob f4d2da2) rather than re-running the generator locally.

[Copilot]

Pull request overview

Copilot reviewed 7 out of 7 changed files in this pull request and generated 10 comments.

[jaypatrick]

@copilot apply changes based on the comments in this thread

[Copilot]

@copilot apply changes based on the comments in this thread

Applied all changes from the review thread in ba762c9:

scripts/sync-api-assets.ts

• Added Response is SSE stream assertion to buildRequestItemPM(), matching canonical buildTestScript() in generate-postman-collection.ts
• Replaced the inline stepValidateOpenAPI() duplicate logic with a subprocess call to scripts/validate-openapi.ts (avoids validation drift)
• Fixed --skip-if-unchanged path: when hash matches but validation is disabled, after enabling validation, now also deletes any other previously-validation-enabled schema (mirrors upload-cloudflare-schema.ts behavior)

docs/cloudflare/EMAIL_SERVICE.md

• Flowchart: createDirectEmailService(env) → createEmailService(env, { useQueue: false }); removed non-existent Neon receipt node, added KV METRICS node
• wrangler.toml snippet: removed non-existent EMAIL_DLQ producer binding; corrected consumer config (max_batch_size=5, max_retries=3, dead_letter_queue); removed non-existent script_name; noted destination_address is optional; added units comment on max_batch_timeout
• renderCompilationComplete example: removed non-existent userEmail parameter
• Idempotency section: describes requestId option (not idempotencyKey); explains internal key derivation; corrects workflow behavior (no pre-delivery idempotency check in Step 1; the workflow instance ID is the guard)

docs/cloudflare/EMAIL_DELIVERY_WORKFLOW.md

• Step 2: createDirectEmailService → createEmailService(env, { useQueue: false }); corrected retry defaults (delay: '10 seconds', exponential)
• Step 3: writes to D1 + KV only (not Neon); corrected stateDiagram annotation
• Config table: parameter names updated to actual Cloudflare Workflows API (limit/delay/backoff)
• "Why" section: updated title and code example

docs/observability/SENTRY_DURABLE_OBJECTS.md

• withSentryWorker description: replaced "calls Sentry.init()" with accurate Sentry.withSentry(() => config, handler) wrapper description