The synthesis of a new endo-calix[4]naphthaleneis described. The reaction sequence involves the cyclocondensation of a key bisnaphthylmethane intermediate (8)with formaldehyde. This key intermediate (8) is formedusing a modified Suzuki−Miyaura Pd-catalyzed cross-coupling reaction between bromomethylnaphthyl (6) andnaphthylboronic acid (7), both of which can be derived from2-hydroxynaphthoic acid.