The structures of the tetrahydrocannabinols, the active constituents from the Cannabis resins responsible for the physiological activity of marijuana, hare not yet been established with certainty, either by degradation or by synthesis. We have examined possible stereospecific synthetic routes in a model series. A Dicls-Alder reaction between isoprene and 3- carbethoxycoumarin yielded~ e-carbethox~;-Y-inetl~~-~-6a, 7, 10, l0a-tetrahydro-6- ...