IPhoto will not sync with iPhone 4

Some pictures, including ones taken with my iPhone, won't transfer back to the phone after syncing with iPhoto, putting in folders, etc... It only happens with select photos so I can't find a common problem. Any suggestions?

Currently downloading upgrades from the "Software Updates" so hopefully that will help,
Which updates are these? For iPhoto or for you phone's operating system?
If you plan on upgrading iPhoto it will require a purchase of the iLife 11 disk from a 3rd party retailer like Amazon.com
or
upgrading your MBP to Mavericks and downloading the latest version, 9.5, from the App Store for free.
OT

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A bit more info for those of you reading this.... the problem seemed to be in iTunes. For each connected device , if I clicked on the Photo option I could no longer select the second radio button for limiting the photos by Events, Albums, etc. It was an all or nothing deal. But selecting all would cause the error.
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IPhoto will not sync with iPhone 4

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