The player must allow DeFalco to escape during "Karma", Chloe "Karma" Lynch to stay captive and Farid to survive "Achilles' Veil" by shooting Harper. When the player has these three factors and plays the mission "Odysseus", during the server room sequence Farid fatally wounds DeFalco, but is also shot and killed by DeFalco, causing both their deaths. This gains the player the achievement/trophy.
On the achievement/trophy picture, there are two B23Rs, even though DeFalco and Farid used Five Sevens. The PC image has different handguns (they have a similar appearance to a Tokarev TT-33), however.