diff --git a/clang/lib/Parse/ParseExprCXX.cpp b/clang/lib/Parse/ParseExprCXX.cpp
index b1216a07f7624..dbd1e89070939 100644
--- a/clang/lib/Parse/ParseExprCXX.cpp
+++ b/clang/lib/Parse/ParseExprCXX.cpp
@@ -112,9 +112,20 @@ bool Parser::ParseOptionalCXXScopeSpecifier(
   assert(getLangOpts().CPlusPlus &&
          "Call sites of this function should be guarded by checking for C++");
 
+  // Has to happen before any "return false"s in this function.
+  bool CheckForDestructor = false;
+  if (MayBePseudoDestructor && *MayBePseudoDestructor) {
+    CheckForDestructor = true;
+    *MayBePseudoDestructor = false;
+  }
+
   if (Tok.is(tok::annot_cxxscope)) {
     assert(!LastII && "want last identifier but have already annotated scope");
-    assert(!MayBePseudoDestructor && "unexpected annot_cxxscope");
+    if (CheckForDestructor && Tok.is(tok::tilde)) {
+      *MayBePseudoDestructor = true;
+      return false;
+    }
+
     Actions.RestoreNestedNameSpecifierAnnotation(Tok.getAnnotationValue(),
                                                  Tok.getAnnotationRange(),
                                                  SS);
@@ -122,13 +133,6 @@ bool Parser::ParseOptionalCXXScopeSpecifier(
     return false;
   }
 
-  // Has to happen before any "return false"s in this function.
-  bool CheckForDestructor = false;
-  if (MayBePseudoDestructor && *MayBePseudoDestructor) {
-    CheckForDestructor = true;
-    *MayBePseudoDestructor = false;
-  }
-
   if (LastII)
     *LastII = nullptr;
 
diff --git a/clang/test/Parser/gh220186.cpp b/clang/test/Parser/gh220186.cpp
new file mode 100644
index 0000000000000..6ac4e8a1a3970
--- /dev/null
+++ b/clang/test/Parser/gh220186.cpp
@@ -0,0 +1,10 @@
+// RUN: %clang_cc1 -std=c++23 -fsyntax-only -verify %s
+
+void foo1() { (auto()->bar::); }
+// expected-error@-1 {{use of undeclared identifier 'bar'}}
+// expected-error@-2 {{initializer for functional-style cast to 'auto' is empty}}
+// expected-error@-3 {{expected unqualified-id}}
+
+void foo2() { (auto()->bar::~bar()); }
+// expected-error@-1 {{use of undeclared identifier 'bar'}}
+// expected-error@-2 {{initializer for functional-style cast to 'auto' is empty}}