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A simple method for the synthesis of (Z)‐3‐benzylidene‐2‐(quinolin‐8‐yl)isoindolin‐1‐ones through C(sp2)−H bond activation, Sonogashira cross‐coupling and annulation tandem reactions using calcium carbide as a solid alkyne source, and benzamides as starting materials is described. The inexpensive and easy‐to‐handle calcium carbide is first employed as the coupling partner in non‐activated C(sp2)−H bond activation. The one‐pot three‐component reactions proceed efficiently with a broad range of substrates and good tolerance for a diversity of functional groups. The reaction routes can also be scaled up to gram scale. [ABSTRACT FROM AUTHOR]