An operationally simple and high yielding sodium-template-based synthesis of a large bis(pyridine)-based macrocycle is described. Complexation of two equivalents of 2,6-bis(10-undecen-1-oxymethyl)pyridine with Na[BArF 4] (ArF=3,5-C6H3(CF3)2) enabled the selective cross-metathesis of the terminal alkene substituents and formation of the corresponding bis(pyridine) macrocycle in 51% isolated yield. The new 54-membered macrocycle was characterized in the solid-state by X-ray diffraction in addition to verification of the structure in solution by NMR spectroscopy and ESI-MS.