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Try this:
To sync photos from a Mac or Windows PC to your device using photo applications
- Make sure you have the latest version of iTunes installed.
- In iTunes, select your device's icon in the Devices list on the left.
- Click the Photos tab.
- Choose "Sync photos from."
- On a Mac, choose iPhoto or Aperture from the pop-up menu.
- On a Windows PC, choose Photoshop Album or Photoshop Elements from the
pop-up menu.
Note: Some versions of Photoshop Album and Photoshop Elements don't
support collections. You can still use them to sync all your photos.
5. If you want to sync all your photos, enable the option for "All photos, albums, events, and faces." If you want to sync photos from only some albums, events, or faces, enable the option for "Selected albums, events, and faces" and then select the albums you want. If syncing on a Mac with iPhoto version 6.0.6 or later, you may enable the option to "Include videos" to sync videos directly from iPhoto to your device. (Requires iOS 3.0 or later).
6. Click Apply