An enantioselective chromium/cobalt-cocatalyzed three-component reaction involving a carbohalide, an alkyne, and an aldehyde was developed, leading to valuable highly functionalized allylic alcohols. A modified Kishi's tridentate sulfonamide ligand was used as the coupling catalyst. A broad array of substrates were well-tolerated under the mild reaction conditions. The versatile strategy offers a straightforward method to introduce fluorine-containing functionalities into allylic alcohols.