A　new　protocol　for　the　synthesis　of　diversely　substituted　2-trifluoromethyl　chromenes　from　the　cyclization　reaction　of　o-isopropenylphenols　with　trifluoroacetic　anhydride　has　been　developed,　which　proceeds　via　sequential　trifluoroacetylation　and　double　carbonyl-ene　reaction　followed　by　elimination　reaction.　This　methodology　exhibits　good　functional　group　tolerance,　and　derivatization　of　the　2-trifluoromethyl　chromene　product　resulted　in　other　valuable　scaffolds.