Main observation and conclusionAllenes and oxindoles are two classes of very important compounds for medicinal chemistry and organic chemistry. Thus, it is of high interest to combine an allene and an oxindole into one molecule. Herein, the first example of palladium‐catalyzed exclusive 2,3‐allenylation reaction of oxindoles with 2,3‐allenylic carbonates has been successfully developed. A rationale for the selectivity of 2,3‐allenylation over the expected 1,3‐alkadienylation has been proposed.