The synthesis of two new bridged polycyclic systems (I and II), possessing a rigid N‐arylethylbenzomorphan structure, by mercuric acetate cyclization of the corresponding seco derivatives (IV and VI, respectively) is described. The relative configuration of these compounds and the preferred indolo[2, 3‐a]‐ or benzo[a]quin‐olizidine conformation is assigned.