Reactions that enable the modification of simple aryl rings in a modular fashion are valuable for the creation of diverse libraries of compounds, which often facilitate the discovery of lead structures in medicinal chemistry. To this end, readily accessible dihaloarenes represent promising starting materials from which to directly and efficiently construct a wide range of structures. Although there are currently numerous methods for the sequential introduction of aryl groups into dihaloarenes via standard C(sp 2 )-C(sp 2 ) cross-coupling reactions, there is only a single report that demonstrates the sequential introduction of alkyl groups, and no reports that utilize CEC. Using our method, we performed one-pot three-component CEC reactions involving the sequential addition of two alkyl halides to an iodo(bromo)arene (Table ). These reactions take advantage of the increased reactivity of iodoarenes over bromoarenes. Initially, upon completion of a reaction between 1-bromo-4-iodo-2-methoxybenzene and benzyl chloride to selectively form the monoalkylated bromoarene product, we added ethyl 4-bromobutyrate and TDAE and continued the reaction. The in situ generated bromoarene product underwent a second CEC with the alkyl bromide, without the need to add additional amounts of either catalyst, suggesting that there is no catalyst death either during or upon completion of the initial alkylation (Entry 1, see SI for optimization). Across the two steps, the isolated yield for the bis-alkylated product was 82%. Under the same reaction conditions, 1-bromo-2-iodo-4-methylbenzene can also be coupled with benzyl chloride and ethyl 4-bromobenzoate in 91% yield (Entry 2).