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Syncing trouble

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My iPhone 5 has developed a problem, whereby when syncing it will suddenly hang, the phone will respring.

I get a message in iTunes saying "iTunes could not copy xxx because it could not be read" , I close that and then get another popup saying my iPhone could not be found or an internal error occurred.
Dismiss that and it starts syncing again, copying the file it could not read previously, and then doing the same thing again with another file.All files get downloaded eventually but I have to dismiss these pop ups at least a dozen times per sync.Any ideas what is wrong? Could it be a problem with the phone? Or iTunes Library? Or impossible to tell?

Edit: This happens with all types of files eg Apps, Music and Videos
iPhone is running 6.1.4 and iTunes is latest version

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