OS X - How do I remove photos from my iPhone using the Photos app after import? OS: OS X 10.10.3 (Yosemite)
Machine: Macbook Pro (Retina, Mid 2012)
iPhone: 5s on 8.2 (12D508)

So I import all photos/videos off of my iPhone to Photos on a daily basis after upgrading from iPhoto and it works well overall, so far.

The problem is that, while Photos does give me the option to "Delete items after import", the option becomes greyed out after some imports and there are some items that get left behind on the iPhone (they are successfully imported but do not get deleted).

iPhoto would let me delete already-imported photos, but Photos does not. I also do not sync Photos using iTunes.

I have two inconvenient workarounds to this:


Select all photos in Photos app, check "Delete items after import" and click "Import Selected" again. This may or may not create duplicates -- I'm not sure.
Manually delete each photo on my iPhone like a cave person


So my question is this-

Is there a more automatic way to do this (without duplicates), since I'm doing it on a regular basis?
I'd go for the 'not quite cave-man' approach - though still a bit manual...

Launch Image Capture.

Plug in iDevice

Select any/all photos you wish to delete

The Delete button is at the bottom of the window [the 'no-entry' sign]


After comments - the button is still there in Yosemite.
Update Nov 2015 - the button is still there in El Capitan, though it is now black &amp; white, not red.
Picture updated to Image Capture 6.7 after further queries on the button not being there.
Update July 2016, as people are still missing this bit...
If the Delete button doesn't appear, eject &amp; re-plug the phone.