Best practice to sync long paths to filesystems where path length is limited?

Question

I wrote a sync tool to synchronize folders/files from Alfresco to Windows.
PROBLEM:

• In Alfresco, /files/can/have/very/very/very/long/filepaths/like/this.txt
• The Windows API prevents me from creating a path with more than 260 characters.

In addition to telling the user there is a problem, what is the best practice in such a case?

1. Shorten the file's name?
2. Skip the file?
3. Create a sort of "folder's carriage return", a special folder from which the path can continue?
4. Something else?

Files need to be 100% usable by other applications. If necessary directory names can be modified, I can keep a mapping.