diff --git a/.apigentools-info b/.apigentools-info
index 1edbb8b7aff..f5f27b4821b 100644
--- a/.apigentools-info
+++ b/.apigentools-info
@@ -4,13 +4,13 @@
     "spec_versions": {
         "v1": {
             "apigentools_version": "1.6.4",
-            "regenerated": "2023-06-15 13:52:07.953319",
-            "spec_repo_commit": "cd68c9b8"
+            "regenerated": "2023-06-15 14:21:35.777933",
+            "spec_repo_commit": "aa16daa0"
         },
         "v2": {
             "apigentools_version": "1.6.4",
-            "regenerated": "2023-06-15 13:52:07.968139",
-            "spec_repo_commit": "cd68c9b8"
+            "regenerated": "2023-06-15 14:21:35.790765",
+            "spec_repo_commit": "aa16daa0"
         }
     }
 }
\ No newline at end of file
diff --git a/.generator/schemas/v1/openapi.yaml b/.generator/schemas/v1/openapi.yaml
index 19025e9c81a..53dbf14adba 100644
--- a/.generator/schemas/v1/openapi.yaml
+++ b/.generator/schemas/v1/openapi.yaml
@@ -12408,6 +12408,7 @@ components:
       - isInMoreThan
       - isInLessThan
       - doesNotExist
+      - isUndefined
       example: contains
       type: string
       x-enum-varnames:
@@ -12425,6 +12426,7 @@ components:
       - IS_IN_MORE_DAYS_THAN
       - IS_IN_LESS_DAYS_THAN
       - DOES_NOT_EXIST
+      - IS_UNDEFINED
     SyntheticsAssertionTarget:
       description: An assertion which uses a simple target.
       properties:
diff --git a/src/main/java/com/datadog/api/client/v1/model/SyntheticsAssertionOperator.java b/src/main/java/com/datadog/api/client/v1/model/SyntheticsAssertionOperator.java
index 01eb636db32..bfbb463ee76 100644
--- a/src/main/java/com/datadog/api/client/v1/model/SyntheticsAssertionOperator.java
+++ b/src/main/java/com/datadog/api/client/v1/model/SyntheticsAssertionOperator.java
@@ -49,6 +49,8 @@ public class SyntheticsAssertionOperator {
       new SyntheticsAssertionOperator("isInLessThan");
   public static final SyntheticsAssertionOperator DOES_NOT_EXIST =
       new SyntheticsAssertionOperator("doesNotExist");
+  public static final SyntheticsAssertionOperator IS_UNDEFINED =
+      new SyntheticsAssertionOperator("isUndefined");
 
   private static final Set<String> allowedValues =
       new HashSet<String>(
@@ -66,7 +68,8 @@ public class SyntheticsAssertionOperator {
               "validates",
               "isInMoreThan",
               "isInLessThan",
-              "doesNotExist"));
+              "doesNotExist",
+              "isUndefined"));
 
   private String value;