The first total synthesis of (±)-trans-dihydronarciclasine has been achieved from 3,5-dibromo-2-pyrone in 15.8% total yield over 11 linear steps. Highly endo-selective Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone with styrene dienophile established all the essential functional groups with correct relative stereochemistry.