Complex sentence: He again won the Horse of the Year and Vox Populi awards again for 2016 The final race of his career is anticipated to be the Pegasus World Cup in January 2017, after which he would be retired to stud.
Split into simpler sentences: He again won the Horse of the Year and Vox Populi awards again for 2016. Following the Pegasus World Cup in January 2017, he is to be retired to stud.