Symmetric diene 1, readily obtained via Birch reduction of m-xylene, allows easy access to the vinyl cyclopropane 2. Iron-mediated cyclocarbonylation followed by the addition of thiophenol affords the trans-fused steroidal C/D synthon 3. We will describe our continuing efforts toward the synthesis of pregna-4,16-diene-3,11,20-trione 4.