**Core Concept**
The patient's presentation of multiple painful necrotic ulcers on the penis, accompanied by tender inguinal lymphadenopathy, suggests a genital ulcerative condition. This scenario is a classic example of an infectious disease that requires prompt diagnosis and treatment to prevent serious complications.

**Why the Correct Answer is Right**
The patient's symptoms are most likely caused by Donovanosis, also known as Granuloma Inguinale. This sexually transmitted infection is caused by the bacterium Klebsiella granulomatis. The bacteria invade the mucous membranes and skin, leading to the formation of multiple painless ulcers, which can eventually become necrotic and painful. The presence of tender inguinal lymphadenopathy is a common finding in Donovanosis.

**Why Each Wrong Option is Incorrect**
**Option A:** Chancroid is a sexually transmitted infection caused by Haemophilus ducreyi. While it can cause painful ulcers, the ulcers are typically single and not necrotic.

**Option B:** Herpes Simplex Virus (HSV) is a common cause of genital ulcers, but the ulcers are usually multiple, painful, and accompanied by a vesicular stage.

**Option C:** Syphilis is a sexually transmitted infection caused by Treponema pallidum. The primary stage of syphilis is characterized by a single, painless chancre, which is not necrotic.

**Option D:** Fungal infections like Candidiasis or Dermatophytes can cause genital ulcers, but they are not typically painful or necrotic.

**Clinical Pearl / High-Yield Fact**
Donovanosis is often referred to as the "great masquerader" because of its atypical presentation and potential for misdiagnosis. A high index of suspicion and careful clinical evaluation are essential for diagnosing this condition.

**Correct Answer:** D.