AbstractConcise and stereoselective synthesis of Hagen's Gland Lactones is achieved by employing vinylogous Mukaiyama type reaction, Epimerization followed by oxy‐Michael addition reaction to form bicyclic lactone as key steps with 54% overall yield. The synthetic route is economical and scalable within 5 steps without use of any toxic metals. The methodology could be useful for the synthesis of natural products containing bicyclic lactones and tetra substituted THF ring.