diff --git a/.github/workflows/diff_shades.yml b/.github/workflows/diff_shades.yml
index 51a448a12a5..552c3b7c9c5 100644
--- a/.github/workflows/diff_shades.yml
+++ b/.github/workflows/diff_shades.yml
@@ -44,7 +44,7 @@ jobs:
       HATCH_BUILD_HOOKS_ENABLE: "1"
       # Clang is less picky with the C code it's given than gcc (and may
       # generate faster binaries too).
-      CC: clang-14
+      CC: clang-18
     strategy:
       fail-fast: false
       matrix:
diff --git a/.github/workflows/pypi_upload.yml b/.github/workflows/pypi_upload.yml
index 710f60aac43..ea13767eeeb 100644
--- a/.github/workflows/pypi_upload.yml
+++ b/.github/workflows/pypi_upload.yml
@@ -50,8 +50,8 @@ jobs:
       # Keep cibuildwheel version in sync with below
       - name: Install cibuildwheel and pypyp
         run: |
-          pipx install cibuildwheel==2.21.2
-          pipx install pypyp==1
+          pipx install cibuildwheel==2.22.0
+          pipx install pypyp==1.3.0
       - name: generate matrix
         if: github.event_name != 'pull_request'
         run: |
diff --git a/src/black/trans.py b/src/black/trans.py
index 9cc00e74636..b885bc65ace 100644
--- a/src/black/trans.py
+++ b/src/black/trans.py
@@ -660,10 +660,10 @@ def make_naked(string: str, string_prefix: str) -> str:
             """
             assert_is_leaf_string(string)
             if "f" in string_prefix:
-                f_expressions = (
+                f_expressions = [
                     string[span[0] + 1 : span[1] - 1]  # +-1 to get rid of curly braces
                     for span in iter_fexpr_spans(string)
-                )
+                ]
                 debug_expressions_contain_visible_quotes = any(
                     re.search(r".*[\'\"].*(?<![!:=])={1}(?!=)(?![^\s:])", expression)
                     for expression in f_expressions