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Unable to sync - not enough space

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I'm trying to sync between my iMac and iPhone 4S. I've been rotating playlists weekly, all about the same size, for 1.5 years, no problem. The indicator bar on bottom indicates over 20gb's available. I keep getting the same error - something like I need 23 gb's more. I get the same error even after unselecting all but 1 playlist. Thanks for any help.

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