Visible light-mediated cascade remote oxyfluoroalkylation of alkenes under mild conditions is developed for the first time. The key point of this transformation is the incorporation of alkene fluoroalkylation-initiated remote benzyl C-H bond activation via a 1,5-H shift in a highly controlled site-selective manner and Kornblum reaction with dimethyl sulfoxide as the oxidant. With this method, a broad array of fluoroalkyl groups were introduced into a double bond to produce 1,6-fluoroalkylated ketones at room temperature.