The intramolecular Pauson-Khand reaction has been applied in a number of natural product syntheses, but its use has been limited to the construction of fused [3.3.0]-bicycles.  As part of an ongoing interest in transition metal mediated syntheses of azabridged bicyclic structures in the Martin group, we report the exploitation of the PKR to assemble various azabridged structures.  Of particular interest is the utilization of this method to access the macroline/sarpagine family of alkaloids, including alstonerine (3) a potent anticancer agent.  A high yielding PKR of enyne 1, conveniently available in 4 steps from L-tryptophan, enables rapid access to the core structure 2.  Efforts toward transformation of cyclopentenone 2 to alstonerine are underway.