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It is easiest to get this achievement at the end of M7: The Rucker Extraction, when going through the greenhouses of Golem City. There are multiple containers of cucumbers that can be hidden beside or behind, so that Jensen can stay behind them as cover, while enemies shoot at him. Eventually, one of them should hit the cucumbers themselves and the achievement will be awarded.
This achievement is a reference to a joke made by Mankind Divided's Executive Art Director, Jonathan Jacques-Belletête when he said that the game includes "so many cucumbers" when discussing the clutter in the games' environments.