diff --git a/stdlib/3/compileall.pyi b/stdlib/3/compileall.pyi
index 72f5d4cab2a7..86b39b355d29 100644
--- a/stdlib/3/compileall.pyi
+++ b/stdlib/3/compileall.pyi
@@ -13,9 +13,11 @@ else:
 
 if sys.version_info >= (3, 7):
     from py_compile import PycInvalidationMode
+
+if sys.version_info >= (3, 9):
     def compile_dir(
         dir: _Path,
-        maxlevels: int = ...,
+        maxlevels: Optional[int] = ...,
         ddir: Optional[_Path] = ...,
         force: bool = ...,
         rx: Optional[Pattern[Any]] = ...,
@@ -24,6 +26,10 @@ if sys.version_info >= (3, 7):
         optimize: int = ...,
         workers: int = ...,
         invalidation_mode: Optional[PycInvalidationMode] = ...,
+        *,
+        stripdir: Optional[str] = ...,  # TODO: change to Optional[_Path] once https://bugs.python.org/issue40447 is resolved
+        prependdir: Optional[_Path] = ...,
+        limit_sl_dest: Optional[_Path] = ...,
     ) -> _SuccessType: ...
     def compile_file(
         fullname: _Path,
@@ -34,11 +40,29 @@ if sys.version_info >= (3, 7):
         legacy: bool = ...,
         optimize: int = ...,
         invalidation_mode: Optional[PycInvalidationMode] = ...,
+        *,
+        stripdir: Optional[str] = ...,  # TODO: change to Optional[_Path] once https://bugs.python.org/issue40447 is resolved
+        prependdir: Optional[_Path] = ...,
+        limit_sl_dest: Optional[_Path] = ...,
     ) -> _SuccessType: ...
-    def compile_path(
-        skip_curdir: bool = ...,
+elif sys.version_info >= (3, 7):
+    def compile_dir(
+        dir: _Path,
         maxlevels: int = ...,
+        ddir: Optional[_Path] = ...,
         force: bool = ...,
+        rx: Optional[Pattern[Any]] = ...,
+        quiet: int = ...,
+        legacy: bool = ...,
+        optimize: int = ...,
+        workers: int = ...,
+        invalidation_mode: Optional[PycInvalidationMode] = ...,
+    ) -> _SuccessType: ...
+    def compile_file(
+        fullname: _Path,
+        ddir: Optional[_Path] = ...,
+        force: bool = ...,
+        rx: Optional[Pattern[Any]] = ...,
         quiet: int = ...,
         legacy: bool = ...,
         optimize: int = ...,
@@ -67,6 +91,18 @@ else:
         legacy: bool = ...,
         optimize: int = ...,
     ) -> _SuccessType: ...
+
+if sys.version_info >= (3, 7):
+    def compile_path(
+        skip_curdir: bool = ...,
+        maxlevels: int = ...,
+        force: bool = ...,
+        quiet: int = ...,
+        legacy: bool = ...,
+        optimize: int = ...,
+        invalidation_mode: Optional[PycInvalidationMode] = ...,
+    ) -> _SuccessType: ...
+else:
     def compile_path(
         skip_curdir: bool = ...,
         maxlevels: int = ...,