Windows specs involving 8.3 short names are failing on Windows GH runners

[joshcooper]

Describe the Bug

See #9368 (comment) for details

Expected Behavior

The pending tests should be re-enabled

Steps to Reproduce

Run the tests that were marked as pending in commit bd7153c

Environment

• Platform Windows 2019

Additional Context

The Windows runners were updated in https://github.com/actions/runner-images/releases/tag/win19%2F20240526.1 It seems to have disabled 8.3 support

[github-actions]

Migrated issue to PUP-12054