If you think the "same problems" were issues with errata then, yes, I agree that starting with Essentials would have lessened the problem.What did WotC learn from Essentials?
Do the ground-floor, entry-level stuff first. Start with the starter set, then add complexity. If we'd released Essentials first then PBH 1 as an Advanced PHB, we wouldn't have had the same problems.
I don't agree that Essentials would have solved the essential problem of 4th edition. D&D Next has a better chance to succeed because of a broader approach to design and customer feedback which is totally unrelated to what Essentials would have brought to the table.
What could Wizards of the Coast have learned from Essentials if it had been released first?