Conjugated allenynes widely exist in natural products and functional materials. However, the synthetic methods are very limited. In this contribution, a palladium-catalyzed cross-coupling reaction of 1,4-diyn-3-yl carbonates with a series of commercially available boronic acids using S-phos or Gorlos-phos as the ligand has been developed. Diverse differently substituted allenynes incorporating synthetically useful functional groups are obtained in good yields under this set of mild conditions. Gram-scale reactions and synthetic transformations have been conducted to show its potential utility.