Story related. You will earn this on your Bad Karma playthough.
After starting to the story mission "Transference of Power" you will come to a point where you need to choose to complete the mission In a good or evil way. You will be presented with two potential ways of getting the rebels on your side, these will be represented on the map as a Blue (Good karma choice) and Red (Bad karma choice) icons. Make your choice depending on which playthrough you are currently doing (Good/Evil).
This trophy will pop after completing the "Fooling the Rebels." branch of this mission which is the evil karma choice.