The answer is "The Wilderness Road".
In 1775, Daniel Boone pioneered a trail through the Cumberland Gap– a notch in the Appalachian Mountains situated close to the crossing point of Kentucky, Virginia and Tennessee– through the inside of Kentucky and to the Ohio River. Known as the Wilderness Road, the trail would fill in as the pathway toward the western United States for some 300,000 pilgrims throughout the following 35 years. Boone's way prompted the foundation of the primary settlements in Kentucky– including Boonesboro and to Kentucky's admission to the Union as the fifteenth state in 1792.