OK, there are ways, but ...

terminology varies, but are you sure you are looking at VMware Tools update (and not VMware Workstation Update)? It should perhaps say "Reinstall Tools".

Are you really using Player and not Workstation Pro? In Pro, you have to select from the menus, how you want your Guest views to behave.

As such, the matter of not getting OS views to automatically adjust to VMware view, is, in Player, because of VMware Tools are not working. They are out-of-date after a Feature Upgrade in Windows 10, for instance.

You can also adjust, in the meantime, the Windows resolution to something proper, by using the Display Manager of Windows - select something like 1400x1000, which should fit into a HD view nicely - I mean, so that everything is still visible without scroll bars.

I hope some of that helps.