2 points
What is the major product of the following reaction sequence?
\text{HO}(\text{CH}_2)_3\text{C}(\text{O})\text{H} \xrightarrow[2.\text{KMnO}_4,\text{NaOH}]{1.\text{H}^+,\text{HO}(\text{CH}_2)_2\text{OH}} ? \quad 3.\text{H}_3\text{O}^+,\Delta
\text{HO}(\text{CH}_2)_4\text{OH} \quad \text{HO}(\text{CH}_2)_2\text{C}(\text{O})\text{OH} \quad \text{HO}(\text{CH}_2)_2\text{C}(\text{O})\text{C}(\text{O})\text{OH}
\text{I} \qquad \text{II} \qquad \text{III}
\text{O}\text{H} \quad \text{O}\text{H}
\text{C}(\text{O})(\text{CH}_2)_2\text{C}(\text{O})\text{H} \quad \text{HO}(\text{CH}_2)_2\text{C}(\text{O})\text{C}(\text{O})\text{H}
\text{IV} \qquad \text{V}
\bigcirc \text{I}
\bigcirc \text{V}
\bigcirc \text{IV}
\bigcirc \text{III}
\bigcirc \text{II}