Having established the proposed photoinduced polycyclization cascade, we turned our attention to examining its utility in target-oriented synthesis. As shown in Scheme 3, we selected abietane diterpenes for this purpose. Our interest in this diterpene family was inspired by taxodione (8), a novel inhibitor of farnesyl diphosphate synthase. Among the reported syntheses of 8, 29 an 11-step route featuring biomimetic polycyclization is the most concise. This work provided a valuable benchmark. We also targeted salviasperanol (9), an isomer of 8 distinguished by a [6-7-6] icetexane skeleton. In Nature, this rearranged abeo-abietane framework is prepared from an abietane via an oxidation-enabled Wagner-Meerwein rearrangement. Nevertheless, 9 is not readily accessible using polyene cyclization. As a result, existing total syntheses of 8 and 9 treat each carbocyclic framework as an independent problem. To evaluate the utility of our strategy, we set out to develop a unified entry point to 8 and 9 via late-stage diversification of overbred abietane 11. This common intermediate was prepared on gram-scale from 5a via ortho-lithiation and trapping with acetone. Deoxygenation of the resultant alcohol using Kabalka's protocol provided 10 in 86% overall yield. The olefin in 10 was then reacted with DMDO to give epoxide A, a transient species that smoothly rearranged to ketone 11 in 95% yield upon exposure to BF 3 •OEt 2 .