iCloud Photo Library does not upload photos and videos that you copy to your device from iTunes. If you want to upload the original versions of your library on Mac, then turn ON the "iCloud Photo Library". To turn ON iCloud Photo Library, click "Photos" and select "Preferences" option and then move slider from left to right to turn ON "iCloud Photo Library".
There are several ways to upload the original versions of photos on your Mac. You can either use AirDrop or you can upload JPEG photos using the Photos app on iCloud.com. If you want to upload photos on iCloud.com using the Photos app, then you need OS X Mavericks and earlier or Windows computer.
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