Mount CD disk on mac as if it was mounted on windows
This happens because you mount CD in mixed format that has separate files for Mac and for PC. You need to edit image with utility like Ultraiso/Toast to make it Win only.

For old Mac games I suggest you to using virtual machine with Mac version that can handle classic applications instead of running Wine port. (Actually this is not my idea, it is Apple's decision. After removing Rosetta this is all that we have)