I am struggling to sync my Mac Pro iTunes songs to my iPhone 5s

I am struggling to sync my Mac Pro iTunes songs to my iPhone 5s. Please can you help? Everytime I try to sync a message pops up "Your iphone could not be synced because this computer is no longer authorized for purchased items that are on this iphone."
"To authorize this computer for items purchased from the iTunes store, choose Store > Authorize this computer".
Once I have followed instructions as above, this is what I see, "This computer is already authorised". Including this one, you have authorised one computer out of your 5 available."
Please can you help?!?!
Thanks.
Best regards.
Meloni Chandra

Hello, Meloni.
Thank you for visiting Apple Support Communities.
The most common cause for this issue would be media present in your library that is purchased with another Apple ID. The article below will walk you through the process of verifying if that is the case or correcting the issue if not.
iTunes repeatedly prompts to authorize computer to play iTunes Store purchases
http://support.apple.com/kb/TS1389
Cheers,
Jason H.

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From my point of view both Macs are running independently to external speakers. The music I am running on those 2 devices has been ripped on both devices. e.g. Macbook has ripped and plays Apple Lossless format and my iMac has ripped and plays songs in 320kbps. My guess is its a bug with the new iTunes 11 or Mountain Lion although I have been using 11 since its release.
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