I believe that theoretically, manual synchronization (including file transfer) should work … but in practice, it may or may not. People on these forums have been reporting mixed results since Apple came out with iOS 17. (Admittedly, there might be a self-selection effect here, where people are more likely to post if they have encountered a problem.)
An alternative means of transfer for some documents is simply to place them on iCloud Drive, Google Drive, or Microsoft OneDrive.
A Nac running High Sierra and an iPhone running iOS 18 can both access iCloud. You can also install the Google Drive and Microsoft OneDrive apps on the iPhone , in which case you can then access those cloud drives from the Files app.