While it's challenging to create a definitive ranking of classical literature, as individual preferences and opinions may vary, I can provide you with a list of five highly regarded works in the field, based on their historical and cultural significance, as well as their impact on literature. This list is by no means exhaustive or definitive but serves as a starting point for exploring classical literature:

1. Homer's "Iliad" and "Odyssey" (Ancient Greek): These epic poems are foundational works of ancient Greek literature, depicting the heroism and trials of legendary figures in Greek mythology.
2. Sophocles' "Oedipus Rex" (Ancient Greek): A Greek tragedy that explores themes of fate, free will, and the search for truth, introducing the concept of the tragic hero.
3. Virgil's "Aeneid" (Latin): An epic poem that tells the story of Aeneas, a Trojan hero, and the founding of Rome, serving as a link between ancient Greek and Roman culture.
4. Dante Alighieri's "Divine Comedy" (Italian): An allegorical epic poem that describes the journey through Hell, Purgatory, and Heaven, exploring themes of morality, theology, and the nature of sin and redemption.
5. Miguel de Cervantes' "Don Quixote" (Spanish): Often considered the first modern novel, this work explores the nature of reality, idealism, and the human condition through the adventures of a knight-errant and his loyal squire.

These works are highly regarded for various reasons, including their innovative storytelling techniques, exploration of universal themes, memorable characters, and lasting influence on subsequent generations of writers.
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