Why is my mac syncing multiple version of the same song?

I wonder if anyone could help with this:
My sync takes so long sometimes and it often syncs 2 or 3 versions of the same song on loads of albums.
I have to go through manually one by one and delete them off my phone, and sometimes i only stumble across duplicates by accident.
Its very frustrating.
Im on OSX 10.9.2 with an iPhone 5s running the latest version of iOS.
Thanks.

eek that sounds unpleasant. Are the songs different in any way?
Are these albums using playlists to sync?
If so…check that the the playlists on the Mac don't have the duplicate copies - in this case the same file will be reused (not using extra space on the device).
Do they show as multiple files in iOS's Albums view? You may need to tap 'More…' and then 'Edit' to add the 'albums tab' to the bottom menu. Save and check for duplicates.
I'd reboot everything, backup the device to iTunes, disable music syncing to empty the device and resync to see if that helps, if it fails consider resetting the iPhone. http://support.apple.com/kb/HT1414
Try another sync. If that is OK restore the backup & see if it comes back.

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