Why can't I sync my iphone 5?

I believe I have tried everything
disc permissions and repair
manually syncing
restarting
restoring
updating
checking
but it keeps on skipping the transferral of music.
I rejigged the entire library last time to fix it but lost all metadata in the process and don't want to do that again. Any thoughts?

Welcome to Apple Support Communities
You have to update OS X to the most recent version. Your iPhone 5 requires iTunes 10.7, so you need Mac OS X 10.6.8. To install it, open  > Software Update, and install all updates. Then, after installing this version, open it again and install iTunes 11.0.4, so you will be able to sync your device.
If you don't want iTunes 11, you can download iTunes 10.7 from the Apple website > http://support.apple.com/kb/DL1576

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