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I am having this same problem. There are photos that I can move to my mac but I can not delete. I select them in the app and the trashcan appears. I select it, it prompts me If I am sure that I want to delete the pictures, I confirm, and then it says that I need to confirm on phone, however, that confirmation never happens and the app returns to previous state. I do believe that these have been synced by iTunes considering that they are old.
Customer support service by UserEcho
"I select them (pictures that I want to delete) in the app and the trashcan appears. I select it, it prompts me If I am sure that I want to delete the pictures, I confirm, and then it says that I need to confirm on phone, however, that confirmation never happens and the app returns to previous state."